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Best Vacation Rentals in Islamorada
Vacation rentals in Islamorada offer a variety of accommodations designed for relaxation and adventure. These rentals provide proximity to stunning beaches and recreational activities.
+ 97 photos
Hadley Resort And Marina
82749 Overseas Highway,
Wi-Fi
Free parking
Baggage storage
24-hour security
Outdoor swimming pool
Flat-screen TV
Elevator
Dryer
Cookware/ Kitchen utensils
Business center
Express check-in/ -out
Table tennis
Cycling
Canoeing
Fishing
Snorkeling
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's play area
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Hadley Resort And Marina offers guests an outdoor swimming pool and a range of recreational opportunities. The property features 30 non-smoking rooms, each equipped with kitchenettes that include microwaves and refrigerators. Located 2 miles from the History of Diving Museum, guests can enjoy sandy beaches and nearby attractions like Florida Keys History and Discovery Center. The charming atmosphere is complemented by BBQ facilities and proximity to local eateries. The marina offers exclusive dock space for boating enthusiasts.
Price comparison
Average Price 147 US$
+ 97 photos
Amara Cay Resort
80001 Overseas Highway
Paid Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Free shuttle service
Fitness center
Outdoor swimming pool
Heated swimming pool
Laundry
Leisure/ TV room
Elevator
Express check-in/ -out
Cycling
Fishing
Snorkeling
Diving
Golf course
Beach access
Private beach
Sun loungers
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Amara Cay Resort, set on the waterfront, features beachside hammocks for relaxation and an outdoor pool for cooling off. This beachfront property offers 110 elegantly furnished rooms. Dining options include the on-site restaurant serving American cuisine, and the Tiki Bar for refreshing cocktails. Located just 3 miles from the History of Diving Museum and a short drive to Anne's Beach, the resort is perfectly placed to explore local attractions. Guests can also take advantage of complimentary bicycle rentals for nearby adventures.
Price comparison
Average Price 266 US$
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Casa Morada
136 Madeira Road
Wi-Fi
Free parking
Bar/ Lounge area
Beach access
Pets allowed
Air conditioning
No smoking on site
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Casa Morada provides direct beachfront access and boasts stunning sea views. This boutique-style accommodation features 16 rooms, each equipped with private balconies and modern amenities such as free Wi-Fi and flat-screen TVs. The property's outdoor swimming pool and hot tub area are perfect for unwinding after a day of exploring. Located less than 0.5 miles from Upper Matecumbe Key, guests can easily access local attractions and water sports. With a focus on relaxation, guests can enjoy the serene sun terrace and outdoor fireplace.
Price comparison
+ 97 photos
Cheeca Lodge & Spa
81801 Overseas Highway Mile Marker 82
Wi-Fi
Valet parking
24-hour reception
24-hour security
Outdoor swimming pool
Air conditioning
Game room
Children's play area
Children's menu
Cribs
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness center
Free shuttle service
Jacuzzi
Facial
Body wraps
Body scrub
Back massage
Head massage
Full body massage
Steam room
Treatment room
Table tennis
Pool tables
Cycling
Fishing
Snorkeling
Diving
Wind surfing
Golf course
Tennis court
Yoga class
Laundry
Leisure/ TV room
Elevator
Business center
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Wheelchair access
Baggage storage
Locker room
No pets allowed
Non-smoking rooms
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Cheeca Lodge & Spa spans 27 acres and features luxurious amenities like a 9-hole golf course, wellness spa, and a pristine fishing pier. The resort offers various accommodations with hardwood furnishings and private balconies, showcasing garden or ocean views. Dining options include three on-site restaurants featuring tropically inspired dishes. Guests can indulge in leisure activities at the family and adult swimming pools or utilize the comprehensive fitness center. Located 20 minutes from downtown Key Largo, it is a short drive from popular attractions in the Florida Keys.
Price comparison
Average Price 185 US$
+ 97 photos
Islander Resort
82100 Overseas Highway
Wi-Fi
Free parking
24-hour reception
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's play area
Children's menu
Cribs
Beach access
Private beach
Sun loungers
Fitness center
Free shuttle service
Jacuzzi
Table tennis
Mini golf
Cycling
Fishing
Snorkeling
Yoga class
Laundry
Flat-screen TV
Poolside snack bar
Restaurant
Welcome drink
Picnic area/ Tables
Wheelchair access
Pets allowed
Non-smoking rooms
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Islander Resort offers a tranquil beachfront experience with easy access to local activities like snorkeling and scuba diving. With 114 spacious guest rooms equipped with microwaves and refrigerators, families can enjoy comfortable accommodations. Guests can relax by two on-site swimming pools or dine at the Beachside Bar and Grill, which offers a variety of seafood and local dishes. Notable landmarks such as Florida Keys History and Discovery Center are within walking distance, while plenty of outdoor adventures are just a short drive away.
Price comparison
Average Price 204 US$
Islamorada Pet-Friendly Vacation Rentals
Islamorada pet-friendly vacation rentals allow travelers to enjoy everyone's company, including pets. These accommodations provide convenient access to beautiful surroundings suitable for outdoor activities and making memories.
+ 97 photos
Chesapeake Beach Resort
83409 Overseas Highway
Wi-Fi
Free parking
24-hour reception
Outdoor swimming pool
Heated swimming pool
Air conditioning
Board games
Beach access
Private beach
Sun loungers
Fishing
Yoga class
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
VIP check-in/ -out
Welcome drink
Snack bar
Wheelchair access
Baggage storage
Pets allowed
No smoking on site
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Chesapeake Beach Resort features a prime oceanfront position, allowing for easy access to the beach and scenic views. Each of the 45 rooms includes a flat-screen TV, small refrigerator, and selected units with private balconies. The outdoor swimming pool offers picturesque ocean views, while guests can explore local attractions like the History of Diving Museum and Windley Key Fossil Reef Geological State Park, just a short walk away. This resort also provides a garden terrace for relaxation and allows pets.
Price comparison
Average Price 149 US$
+ 97 photos
La Siesta Resort & Villas
80241 Overseas Highway
Paid Wi-Fi
Free parking
Poolside snack bar
Welcome drink
Free shuttle service
Fitness center
Flat-screen TV
Cycling
Beach access
Private beach
Sun loungers
Beach umbrellas
Cribs
Wheelchair access
Pets allowed (limited amount or weight)
Air conditioning
Non-smoking rooms
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La Siesta Resort & Villas offers pet-friendly accommodations with its convenient positioning along the Overseas Highway. This resort features an on-site marina, ideal for boating and fishing enthusiasts. Guests can enjoy an outdoor pool and nearby beach access, all while being close to local attractions like the Theater of the Sea and Anne's Beach. Each of the 55 non-smoking rooms provides modern features with easy access to the area's diverse recreational offerings. Families can also enjoy the convenience of nearby dining options.
Price comparison
Average Price 232 US$
+ 97 photos
Drop Anchor Resort & Marina
84959 Overseas Highway
Wi-Fi
Free parking
Saltwater pool
Heated swimming pool
Air conditioning
Toys
Beach access
Private beach
Sun loungers
Beach umbrellas
Fishing
Golf course
Water sports
Flat-screen TV
Cookware/ Kitchen utensils
Business center
Picnic area/ Tables
Pets allowed
Non-smoking rooms
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Drop Anchor Resort & Marina is a cozy, pet-friendly option situated near Windley Key Fossil Reef Geological State Park. The resort offers rooms featuring microwaves and refrigerators, along with easy access to outdoor activities. Guests can enjoy an ocean-side outdoor swimming pool, barbecue facilities, and a picnic area for family gatherings. Located just a short walk from Theater of the Sea, the resort also caters to boating enthusiasts with trailer parking and boat docking available. Guests can unwind in the beautiful surroundings while enjoying the company of their pets.
Price comparison
Average Price 343 US$
+ 97 photos
Bayside Villas By Islander Resort
81450 Overseas Highway
Wi-Fi
Free parking
Outdoor swimming pool
Heated swimming pool
Air conditioning
Cribs
Beach access
Private beach
Sun loungers
Fitness center
Free shuttle service
Canoeing
Diving
Laundry
Flat-screen TV
Elevator
Cookware/ Kitchen utensils
Bar/ Lounge area
Restaurant
Picnic area/ Tables
Wheelchair access
Pets allowed
No smoking on site
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Bayside Villas By Islander Resort features townhouses equipped with kitchens. Each unit includes free Wi-Fi and provides stunning views of the Florida Bay. The outdoor pool offers a nice spot for relaxation, while nearby water sports activities keep both kids and pets entertained. Located within a short walking distance from a private beach, guests have access to dining options less than a mile away. This resort is a popular choice among travelers looking to share their vacation with their pets.
Price comparison
Average Price 191 US$
+ 97 photos
Sands Of Islamorada
80051 Overseas Highway
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Outdoor swimming pool
Jacuzzi
Laundry
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Fishing
Sun loungers
Beach umbrellas
Cribs
Board games
Pets allowed
Air conditioning
Non-smoking rooms
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Sands Of Islamorada offers a relaxing atmosphere with pet-friendly options available for guests traveling with furry companions. With an outdoor pool and a hot tub, there are plenty of spots for leisure and sunbathing. Each room comes equipped with free Wi-Fi, microwaves, and refrigerators to cater to all your needs. The property also provides easy access to a boat dock, allowing guests to enjoy the Florida waterways. Located close to Indian Key Historic State Park, guests can take part in various excursions while having their pets by their side.
Price comparison
Average Price 200 US$
Islamorada, known as the 'Fishing Capital of the World', offers a mix of vibrant marine life and breathtaking scenery. With rich historical roots stretching back over 200 years, visitors can enjoy sites like the History of Diving Museum that reflect the area's underwater legacy. The diverse range of lodgings makes Islamorada an ideal base for explorations, with numerous options to accommodate families, solo travelers, or pet owners. Notable spots for stays include the luxurious Cheeca Lodge & Spa and family-centered Islander Resort.